Literature DB >> 22356094

Catalytic asymmetric synthesis of optically active allenes from terminal alkynes.

Juntao Ye1, Suhua Li, Bo Chen, Wu Fan, Jinqiang Kuang, Jinxian Liu, Yu Liu, Bukeyan Miao, Baoqiang Wan, Yuli Wang, Xi Xie, Qiong Yu, Weiming Yuan, Shengming Ma.   

Abstract

CuBr and ZnI(2) have been developed as catalysts or subcatalysts for the efficient asymmetric synthesis of axially chiral allenols with up to 97% ee from readily available propargylic alcohols, aliphatic or aromatic aldehyde, pyrrolidine, and commerically available ligands. The alcohol unit in the terminal alkynes plays a very important role for ensuring high enantioselectivity via coordination.
© 2012 American Chemical Society

Entities:  

Year:  2012        PMID: 22356094     DOI: 10.1021/ol300296k

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  7 in total

1.  Organo-manganese η2-auxiliary directed reactions: a diastereoselective approach to 2,3-allenols.

Authors:  Animesh Roy; Bilal A Bhat; Salvatore D Lepore
Journal:  Org Lett       Date:  2015-02-09       Impact factor: 6.005

2.  Enantioselective Synthesis of Allenes by Catalytic Traceless Petasis Reactions.

Authors:  Yao Jiang; Abdallah B Diagne; Regan J Thomson; Scott E Schaus
Journal:  J Am Chem Soc       Date:  2017-01-25       Impact factor: 15.419

3.  Pd-catalyzed asymmetric β-hydride elimination en route to chiral allenes.

Authors:  Ian T Crouch; Robynne K Neff; Doug E Frantz
Journal:  J Am Chem Soc       Date:  2013-03-19       Impact factor: 15.419

4.  Rapid Asymmetric Synthesis of Disubstituted Allenes by Coupling of Flow-Generated Diazo Compounds and Propargylated Amines.

Authors:  Jian-Siang Poh; Szabolcs Makai; Timo von Keutz; Duc N Tran; Claudio Battilocchio; Patrick Pasau; Steven V Ley
Journal:  Angew Chem Int Ed Engl       Date:  2017-01-11       Impact factor: 15.336

5.  Copper Hydride Catalyzed Enantioselective Synthesis of Axially Chiral 1,3-Disubstituted Allenes.

Authors:  Liela Bayeh-Romero; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2019-08-21       Impact factor: 15.419

6.  Asymmetric construction of pyrido[1,2-a]-1H-indole derivatives via a gold-catalyzed cycloisomerization.

Authors:  Feng Jiang; Chunling Fu; Shengming Ma
Journal:  Chem Sci       Date:  2020-10-22       Impact factor: 9.825

7.  Enantiodivergent Synthesis of Allenes by Point-to-Axial Chirality Transfer.

Authors:  Roly J Armstrong; Meganathan Nandakumar; Rafael M P Dias; Adam Noble; Eddie L Myers; Varinder K Aggarwal
Journal:  Angew Chem Int Ed Engl       Date:  2018-05-30       Impact factor: 15.336

  7 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.